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KMID : 1059519970410030138
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Journal of the Korean Chemical Society
1997 Volume.41 No. 3 p.138 ~ p.143
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Acid-Catalyzed Hydrolysis Mechanism of 3,3-Bis(methylthio)-2-propen-1-phenyl-1-one Derivatives
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Kwon Ki-Sung
Park Chan-Hun
Sung Nack-Do
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Abstract
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Acid-catalyzed hydrolysis of 3,3-bis(methylthio)-2-propen-1-phenyl-1-one derivatives were studied kinetically in concentrated aqueous hydroperchloric acid(-Ho < 2.23) at 30℃. The substituent effect, analysis of hydrolysis product, hydration parameter(ω & ø) from the Bunnett equation and the Bunnett-Olsen equation on the rate indicate that the acid-catalyzed hydrolysis of the substrates below 3.8 M hydroperchloric acid media occurs through A-1 type reaction(3.3 > ω, 0.58 > ø & ρ < 0) mechanism and above 3.8 M hydroperchloric acid, the reaction proceeds A-2 type reaction(0 < ω, 0 < ø & ρ > 0) mechanism.
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KEYWORD
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